N-XantPhos Pd G3
[CAS# 1602922-03-1]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic palladium
• Name: N-XantPhos Pd G3
• Synonyms: Methanesulfonato[4,6-bis(diphenylphosphino)phenoxazine](2'-amino-1,1'-biphenyl-2-yl)palladium(II)
• Molecular Formula: C₄₉H₄₀N₂O₄P₂PdS
• Molecular Weight: 921.29
• CAS Registry Number: 1602922-03-1
• EC Number: 811-929-3
• SMILES: CS(=O)(=O)O[Pd]c1ccccc1c2ccccc2N.c1ccc(cc1)P(c2ccccc2)c3cccc4c3Oc5c(cccc5P(c6ccccc6)c7ccccc7)N4

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2A	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

N-XantPhos Pd G3 is a highly specialized palladium complex used extensively in catalytic chemistry. This compound features the N-XantPhos ligand, which stands for 2-diphenylphosphino-2'-xanthyl, known for its role in promoting efficient and selective catalysis. The "G3" in its name signifies that this is the third generation of the N-XantPhos ligand, reflecting ongoing improvements in its design and application.

The N-XantPhos ligand is recognized for its unique structure, which includes a xanthene backbone with diphenylphosphine substituents. This configuration provides a robust and versatile ligand environment around the palladium center. The xanthene moiety contributes to a rigid, planar structure that enhances the stability of the palladium complex, while the diphenylphosphine groups donate electron density to the metal center, improving its catalytic activity.

The discovery of N-XantPhos Pd G3 builds on the success of previous generations of N-XantPhos-based complexes. The development of the third generation involved refining the ligand's steric and electronic properties to achieve better catalytic performance. These improvements have made N-XantPhos Pd G3 a powerful tool in various catalytic reactions, particularly those requiring high selectivity and efficiency.

One of the primary applications of N-XantPhos Pd G3 is in cross-coupling reactions, such as the Suzuki-Miyaura and Negishi couplings. These reactions are crucial for forming carbon-carbon bonds, which are fundamental in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials. The enhanced performance of N-XantPhos Pd G3 in these reactions is attributed to its optimized ligand environment, which facilitates faster reaction rates and higher yields.

In addition to cross-coupling reactions, N-XantPhos Pd G3 is also used in other types of catalytic transformations. Its ability to stabilize different oxidation states of palladium makes it suitable for a variety of oxidative and reductive processes. The ligand's design ensures that the palladium center remains active and effective across a broad range of chemical reactions.

The development of N-XantPhos Pd G3 highlights the importance of advanced ligand design in improving catalytic efficiency. By optimizing the ligand environment, researchers have achieved significant gains in selectivity and activity, making this complex a valuable tool in both academic and industrial settings.

In summary, N-XantPhos Pd G3 is an advanced palladium complex with significant applications in organic synthesis. Its specialized ligand system enhances catalytic performance, making it a powerful and versatile tool for a wide range of chemical reactions.